# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1a
_database_code_depnum_ccdc_archive 'CCDC 2348683'
loop_
_audit_author_name
_audit_author_address
'Kausikisankar Pramanik'
;Jadavpur University
India
;
_audit_update_record             
;
2024-04-16 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H12 Cl3 N5 Zn'
_chemical_formula_sum            'C17 H12 Cl3 N5 Zn'
_chemical_formula_weight         458.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.0244(8)
_cell_length_b                   15.2683(9)
_cell_length_c                   19.1822(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.697(2)
_cell_angle_gamma                90
_cell_volume                     3954.3(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9889
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.65
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.733
_shelx_estimated_absorpt_T_min   0.491
_exptl_absorpt_coefficient_mu    1.658
_exptl_absorpt_correction_T_max  0.5621
_exptl_absorpt_correction_T_min  0.3958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1472 before and 0.0764 after correction.
The Ratio of minimum to maximum transmission is 0.7041.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            56654
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.712
_diffrn_reflns_theta_min         2.091
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  "'Bruker D8 QUEST SCXRD"
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3194
_reflns_number_total             3760
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3760
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+6.6640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1045
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6943(3) 0.1873(2) 0.36210(19) 0.0536(9) Uani 1 1 d . . . . .
H1 H 0.723559 0.187956 0.411773 0.064 Uiso 1 1 calc R U . . .
C2 C 0.6720(3) 0.1078(2) 0.3276(2) 0.0601(10) Uani 1 1 d . . . . .
H2 H 0.686208 0.055980 0.353937 0.072 Uiso 1 1 calc R U . . .
C3 C 0.6290(3) 0.1052(2) 0.2547(2) 0.0587(9) Uani 1 1 d . . . . .
H3 H 0.614483 0.051890 0.230592 0.070 Uiso 1 1 calc R U . . .
C4 C 0.6074(3) 0.1836(2) 0.2172(2) 0.0533(8) Uani 1 1 d . . . . .
H4 H 0.577102 0.184541 0.167695 0.064 Uiso 1 1 calc R U . . .
C5 C 0.6324(2) 0.2599(2) 0.25584(17) 0.0406(7) Uani 1 1 d . . . . .
C6 C 0.6155(2) 0.48833(19) 0.22138(16) 0.0367(6) Uani 1 1 d . . . . .
C7 C 0.5762(2) 0.4963(2) 0.14618(16) 0.0442(7) Uani 1 1 d . . . . .
H7 H 0.562803 0.446726 0.117015 0.053 Uiso 1 1 calc R U . . .
C8 C 0.5579(3) 0.5781(2) 0.11638(18) 0.0526(9) Uani 1 1 d . . . . .
H8 H 0.532924 0.583967 0.066503 0.063 Uiso 1 1 calc R U . . .
C9 C 0.5762(3) 0.6519(2) 0.15952(19) 0.0541(9) Uani 1 1 d . . . . .
H9 H 0.561956 0.706837 0.138373 0.065 Uiso 1 1 calc R U . . .
C10 C 0.6149(3) 0.6454(2) 0.23319(18) 0.0485(8) Uani 1 1 d . . . . .
H10 H 0.627422 0.695640 0.261618 0.058 Uiso 1 1 calc R U . . .
C11 C 0.6355(2) 0.5628(2) 0.26514(16) 0.0384(7) Uani 1 1 d . . . . .
C12 C 0.7196(3) 0.6150(2) 0.45185(17) 0.0433(7) Uani 1 1 d . . . . .
C13 C 0.6756(3) 0.6629(2) 0.49637(18) 0.0483(8) Uani 1 1 d . . . . .
H13 H 0.616978 0.693118 0.476469 0.058 Uiso 1 1 calc R U . . .
C14 C 0.7186(3) 0.6658(2) 0.56962(19) 0.0531(9) Uani 1 1 d . . . . .
H14 H 0.687833 0.695322 0.599992 0.064 Uiso 1 1 calc R U . . .
C15 C 0.8075(3) 0.6244(2) 0.59738(18) 0.0530(9) Uani 1 1 d . . . . .
C16 C 0.8549(3) 0.5795(2) 0.55386(19) 0.0559(9) Uani 1 1 d . . . . .
H16 H 0.916108 0.553338 0.573671 0.067 Uiso 1 1 calc R U . . .
C17 C 0.8100(3) 0.5743(2) 0.48060(19) 0.0512(8) Uani 1 1 d . . . . .
H17 H 0.840219 0.543481 0.450580 0.061 Uiso 1 1 calc R U . . .
Cl1 Cl 0.65055(7) 0.39243(6) 0.46154(5) 0.0576(2) Uani 1 1 d . . . . .
Cl2 Cl 0.87641(6) 0.39494(6) 0.37879(5) 0.0570(2) Uani 1 1 d . . . . .
Cl3 Cl 0.86208(10) 0.62861(7) 0.69045(5) 0.0793(4) Uani 1 1 d . . . . .
N1 N 0.67559(19) 0.26281(17) 0.32714(14) 0.0427(6) Uani 1 1 d . . . . .
N2 N 0.60879(19) 0.34013(17) 0.21767(13) 0.0428(6) Uani 1 1 d . . . . .
N3 N 0.63543(17) 0.40685(15) 0.25680(13) 0.0360(5) Uani 1 1 d . . . . .
N4 N 0.67933(18) 0.55066(17) 0.34077(13) 0.0394(6) Uani 1 1 d . . . . .
N5 N 0.6707(2) 0.61748(17) 0.37738(15) 0.0457(6) Uani 1 1 d . . . . .
Zn1 Zn 0.71421(3) 0.39418(2) 0.36785(2) 0.04196(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.378(5) . ?
C1 N1 1.324(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(5) . ?
C5 N1 1.338(4) . ?
C5 N2 1.420(4) . ?
C6 C7 1.403(4) . ?
C6 C11 1.396(4) . ?
C6 N3 1.409(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.368(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.381(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.398(4) . ?
C11 N4 1.426(4) . ?
C12 C13 1.390(4) . ?
C12 C17 1.384(5) . ?
C12 N5 1.408(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.371(5) . ?
C15 C16 1.381(5) . ?
C15 Cl3 1.743(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.378(5) . ?
C17 H17 0.9300 . ?
Cl1 Zn1 2.2125(9) . ?
Cl2 Zn1 2.2272(9) . ?
N1 Zn1 2.167(3) . ?
N2 N3 1.260(3) . ?
N3 Zn1 2.127(2) . ?
N4 N5 1.263(4) . ?
N4 Zn1 2.466(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 118.8 . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.4(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.7(3) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 N2 117.6(3) . . ?
N1 C5 C4 124.0(3) . . ?
N1 C5 N2 118.4(3) . . ?
C7 C6 N3 123.0(3) . . ?
C11 C6 C7 120.4(3) . . ?
C11 C6 N3 116.6(3) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 H7 120.5 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.7(3) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(3) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C6 C11 C10 119.2(3) . . ?
C6 C11 N4 117.8(3) . . ?
C10 C11 N4 123.0(3) . . ?
C13 C12 N5 115.7(3) . . ?
C17 C12 C13 120.1(3) . . ?
C17 C12 N5 124.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 119.0(3) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C16 122.0(3) . . ?
C14 C15 Cl3 118.8(3) . . ?
C16 C15 Cl3 119.2(3) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.9(4) . . ?
C17 C16 H16 120.6 . . ?
C12 C17 H17 120.1 . . ?
C16 C17 C12 119.8(3) . . ?
C16 C17 H17 120.1 . . ?
C1 N1 C5 117.5(3) . . ?
C1 N1 Zn1 128.9(2) . . ?
C5 N1 Zn1 113.5(2) . . ?
N3 N2 C5 113.6(2) . . ?
C6 N3 Zn1 123.02(19) . . ?
N2 N3 C6 116.0(2) . . ?
N2 N3 Zn1 120.85(19) . . ?
C11 N4 Zn1 110.28(18) . . ?
N5 N4 C11 112.4(3) . . ?
N5 N4 Zn1 135.2(2) . . ?
N4 N5 C12 116.6(3) . . ?
Cl1 Zn1 Cl2 123.35(4) . . ?
Cl1 Zn1 N4 94.71(6) . . ?
Cl2 Zn1 N4 98.87(6) . . ?
N1 Zn1 Cl1 99.51(7) . . ?
N1 Zn1 Cl2 100.84(7) . . ?
N1 Zn1 N4 143.59(9) . . ?
N3 Zn1 Cl1 126.89(7) . . ?
N3 Zn1 Cl2 109.54(7) . . ?
N3 Zn1 N1 73.25(9) . . ?
N3 Zn1 N4 71.40(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.0(6) . . . . ?
C2 C1 N1 C5 0.7(5) . . . . ?
C2 C1 N1 Zn1 -174.7(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 N1 -0.4(5) . . . . ?
C3 C4 C5 N2 -179.0(3) . . . . ?
C4 C5 N1 C1 -0.5(5) . . . . ?
C4 C5 N1 Zn1 175.5(3) . . . . ?
C4 C5 N2 N3 -179.1(3) . . . . ?
C5 N2 N3 C6 178.8(2) . . . . ?
C5 N2 N3 Zn1 2.8(3) . . . . ?
C6 C7 C8 C9 -1.1(5) . . . . ?
C6 C11 N4 N5 -162.7(3) . . . . ?
C6 C11 N4 Zn1 3.1(3) . . . . ?
C7 C6 C11 C10 0.6(4) . . . . ?
C7 C6 C11 N4 -177.4(3) . . . . ?
C7 C6 N3 N2 -5.3(4) . . . . ?
C7 C6 N3 Zn1 170.7(2) . . . . ?
C7 C8 C9 C10 1.3(5) . . . . ?
C8 C9 C10 C11 -0.6(5) . . . . ?
C9 C10 C11 C6 -0.4(5) . . . . ?
C9 C10 C11 N4 177.5(3) . . . . ?
C10 C11 N4 N5 19.3(4) . . . . ?
C10 C11 N4 Zn1 -174.8(2) . . . . ?
C11 C6 C7 C8 0.1(5) . . . . ?
C11 C6 N3 N2 173.8(3) . . . . ?
C11 C6 N3 Zn1 -10.3(4) . . . . ?
C11 N4 N5 C12 -174.2(3) . . . . ?
C12 C13 C14 C15 3.2(5) . . . . ?
C13 C12 C17 C16 1.7(5) . . . . ?
C13 C12 N5 N4 -150.1(3) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C13 C14 C15 Cl3 179.7(2) . . . . ?
C14 C15 C16 C17 -1.8(5) . . . . ?
C15 C16 C17 C12 1.1(5) . . . . ?
C17 C12 C13 C14 -3.9(5) . . . . ?
C17 C12 N5 N4 35.1(4) . . . . ?
Cl3 C15 C16 C17 178.1(3) . . . . ?
N1 C1 C2 C3 0.0(6) . . . . ?
N1 C5 N2 N3 2.3(4) . . . . ?
N2 C5 N1 C1 178.0(3) . . . . ?
N2 C5 N1 Zn1 -5.9(3) . . . . ?
N3 C6 C7 C8 179.1(3) . . . . ?
N3 C6 C11 C10 -178.5(3) . . . . ?
N3 C6 C11 N4 3.5(4) . . . . ?
N5 C12 C13 C14 -178.9(3) . . . . ?
N5 C12 C17 C16 176.3(3) . . . . ?
Zn1 N4 N5 C12 24.7(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.023 0.328 0.538 42.6 8.4 '0.75 H2O'
2 0.023 0.328 0.962 42.6 8.4 '0.75 H2O'
3 -0.023 0.672 0.038 42.6 8.4 '0.75 H2O'
4 0.023 0.672 0.462 42.6 8.5 '0.75 H2O'
5 0.477 0.172 0.038 42.6 8.4 '0.75 H2O'
6 0.477 0.828 0.538 42.6 8.4 '0.75 H2O'
7 0.523 0.172 0.462 42.6 8.5 '0.75 H2O'
8 0.523 0.828 0.962 42.6 8.4 '0.75 H2O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5ag
_database_code_depnum_ccdc_archive 'CCDC 2349095'
loop_
_audit_author_name
_audit_author_address
'Kausikisankar Pramanik'
;Jadavpur University
India
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.154(C16 H16 O2)'
_chemical_formula_sum            'C2.46 H2.46 O0.31'
_chemical_formula_weight         36.97
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1890(14)
_cell_length_b                   5.6168(9)
_cell_length_c                   24.833(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.297(6)
_cell_angle_gamma                90
_cell_volume                     1281.7(3)
_cell_formula_units_Z            26
_cell_measurement_reflns_used    6764
_cell_measurement_temperature    183.49
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.5633
_exptl_absorpt_correction_T_min  0.3508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1420 before and 0.1021 after correction.
The Ratio of minimum to maximum transmission is 0.6228.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            15082
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.481
_diffrn_reflns_theta_min         2.359
_diffrn_ambient_temperature      183.49
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  "'Bruker D8 QUEST SCXRD"
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2472
_reflns_number_total             3174
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0543
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.4231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1479
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C12(H12), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.39457(18) 0.9862(3) 0.27027(7) 0.0514(4) Uani 1 1 d . . . . .
H1A H 0.388987 1.090393 0.238667 0.077 Uiso 1 1 calc R U . . .
H1B H 0.407706 1.083104 0.302752 0.077 Uiso 1 1 calc R U . . .
H1C H 0.304376 0.894097 0.273168 0.077 Uiso 1 1 calc R U . . .
C2 C 0.53561(15) 0.6618(3) 0.30470(5) 0.0374(3) Uani 1 1 d . . . . .
C3 C 0.45123(16) 0.6422(3) 0.35060(6) 0.0405(3) Uani 1 1 d . . . . .
H3 H 0.372153 0.747990 0.356343 0.049 Uiso 1 1 calc R U . . .
C4 C 0.48357(16) 0.4660(3) 0.38818(6) 0.0416(3) Uani 1 1 d . . . . .
H4 H 0.426369 0.455073 0.419840 0.050 Uiso 1 1 calc R U . . .
C5 C 0.59689(15) 0.3054(3) 0.38088(6) 0.0393(3) Uani 1 1 d . . . . .
C6 C 0.68022(16) 0.3310(3) 0.33452(6) 0.0431(4) Uani 1 1 d . . . . .
H6 H 0.759117 0.225115 0.328580 0.052 Uiso 1 1 calc R U . . .
C7 C 0.65118(16) 0.5062(3) 0.29703(6) 0.0419(3) Uani 1 1 d . . . . .
H7 H 0.710295 0.520384 0.265927 0.050 Uiso 1 1 calc R U . . .
C8 C 0.62789(18) 0.1112(3) 0.42128(6) 0.0453(4) Uani 1 1 d . . . . .
H8A H 0.669301 -0.027855 0.402266 0.054 Uiso 1 1 calc R U . . .
H8B H 0.535198 0.060525 0.437880 0.054 Uiso 1 1 calc R U . . .
C9 C 0.73288(18) 0.1883(3) 0.46552(6) 0.0442(4) Uani 1 1 d . . . . .
H9A H 0.827328 0.230174 0.449020 0.053 Uiso 1 1 calc R U . . .
H9B H 0.694159 0.333242 0.483017 0.053 Uiso 1 1 calc R U . . .
C10 C 0.75817(16) 0.0009(2) 0.50787(6) 0.0395(3) Uani 1 1 d . . . . .
C11 C 0.84956(16) 0.0610(2) 0.55600(6) 0.0376(3) Uani 1 1 d . . . . .
C12 C 0.9291(2) 0.2702(3) 0.55982(7) 0.0570(5) Uani 1 1 d . . . . .
H12 H 0.924197 0.383793 0.531528 0.068 Uiso 1 1 calc R U . . .
C13 C 1.0154(2) 0.3148(4) 0.60441(8) 0.0654(5) Uani 1 1 d . . . . .
H13 H 1.069(3) 0.465(5) 0.6075(10) 0.096(8) Uiso 1 1 d . . . . .
C14 C 1.02099(19) 0.1555(3) 0.64629(7) 0.0514(4) Uani 1 1 d . . . . .
H14 H 1.080526 0.187106 0.676851 0.062 Uiso 1 1 calc R U . . .
C15 C 0.94015(18) -0.0496(3) 0.64378(7) 0.0537(4) Uani 1 1 d . . . . .
H15 H 0.942033 -0.158628 0.673031 0.064 Uiso 1 1 calc R U . . .
C16 C 0.85599(18) -0.0981(3) 0.59882(7) 0.0472(4) Uani 1 1 d . . . . .
H16 H 0.802(2) -0.245(4) 0.5952(7) 0.059(5) Uiso 1 1 d . . . . .
O1 O 0.70519(15) -0.1970(2) 0.50365(5) 0.0569(3) Uani 1 1 d . . . . .
O2 O 0.51451(12) 0.8281(2) 0.26478(4) 0.0473(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 O2 1.4225(19) . ?
C2 C3 1.386(2) . ?
C2 C7 1.389(2) . ?
C2 O2 1.3752(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(2) . ?
C5 C6 1.393(2) . ?
C5 C8 1.508(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.380(2) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.521(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.505(2) . ?
C10 C11 1.496(2) . ?
C10 O1 1.2181(17) . ?
C11 C12 1.386(2) . ?
C11 C16 1.390(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(2) . ?
C13 H13 0.98(3) . ?
C13 C14 1.373(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.372(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(2) . ?
C16 H16 0.96(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
C3 C2 C7 119.59(14) . . ?
O2 C2 C3 124.70(13) . . ?
O2 C2 C7 115.70(12) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.31(14) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 118.9 . . ?
C5 C4 C3 122.11(13) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 117.13(14) . . ?
C4 C5 C8 121.43(13) . . ?
C6 C5 C8 121.44(14) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 C5 121.74(14) . . ?
C7 C6 H6 119.1 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.10(13) . . ?
C6 C7 H7 120.0 . . ?
C5 C8 H8A 109.0 . . ?
C5 C8 H8B 109.0 . . ?
C5 C8 C9 113.06(12) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C8 113.63(12) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C11 C10 C9 118.98(12) . . ?
O1 C10 C9 121.20(14) . . ?
O1 C10 C11 119.81(13) . . ?
C12 C11 C10 122.65(13) . . ?
C12 C11 C16 118.18(14) . . ?
C16 C11 C10 119.18(13) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.58(16) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.2(15) . . ?
C14 C13 C12 120.53(17) . . ?
C14 C13 H13 119.2(15) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.66(16) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.17(15) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 H16 117.2(11) . . ?
C15 C16 C11 120.85(16) . . ?
C15 C16 H16 121.9(11) . . ?
C2 O2 C1 117.48(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C3 C4 C5 -1.0(2) . . . . ?
C3 C2 C7 C6 1.0(2) . . . . ?
C3 C2 O2 C1 -2.1(2) . . . . ?
C3 C4 C5 C6 1.5(2) . . . . ?
C3 C4 C5 C8 -178.30(13) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C4 C5 C8 C9 -89.25(17) . . . . ?
C5 C6 C7 C2 -0.5(2) . . . . ?
C5 C8 C9 C10 176.70(13) . . . . ?
C6 C5 C8 C9 91.00(17) . . . . ?
C7 C2 C3 C4 -0.2(2) . . . . ?
C7 C2 O2 C1 178.12(13) . . . . ?
C8 C5 C6 C7 179.08(13) . . . . ?
C8 C9 C10 C11 -175.04(13) . . . . ?
C8 C9 C10 O1 4.6(2) . . . . ?
C9 C10 C11 C12 -9.4(2) . . . . ?
C9 C10 C11 C16 170.69(14) . . . . ?
C10 C11 C12 C13 -178.06(18) . . . . ?
C10 C11 C16 C15 179.48(15) . . . . ?
C11 C12 C13 C14 -1.7(3) . . . . ?
C12 C11 C16 C15 -0.4(2) . . . . ?
C12 C13 C14 C15 0.0(3) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C14 C15 C16 C11 -1.2(3) . . . . ?
C16 C11 C12 C13 1.8(3) . . . . ?
O1 C10 C11 C12 170.89(16) . . . . ?
O1 C10 C11 C16 -9.0(2) . . . . ?
O2 C2 C3 C4 -179.99(13) . . . . ?
O2 C2 C7 C6 -179.24(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10aj
_database_code_depnum_ccdc_archive 'CCDC 2349099'
loop_
_audit_author_name
_audit_author_address
'Kausikisankar Pramanik'
;Jadavpur University
India
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-09-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Cl N'
_chemical_formula_sum            'C16 H12 Cl N'
_chemical_formula_weight         253.72
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   7.6371(5)
_cell_length_b                   12.4931(8)
_cell_length_c                   13.4370(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1282.04(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.72
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.277
_exptl_absorpt_correction_T_max  0.5621
_exptl_absorpt_correction_T_min  0.4849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1608 before and 0.0692 after correction.
The Ratio of minimum to maximum transmission is 0.8627.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28901
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.719
_diffrn_reflns_theta_min         2.226
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Brucker D8 Quest SC-XRD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2164
_reflns_number_total             2433
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.33(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     nonef
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2433
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.210
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0286P)²+0.3257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1013
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.67(14)
 0.33(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14)
3.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.9724(2) 0.66319(14) 0.89350(12) 0.1131(6) Uani 1 1 d . . . . .
N1 N 0.7964(4) 0.5920(2) 0.4724(3) 0.0585(8) Uani 1 1 d . . . . .
C1 C 0.7388(4) 0.6718(3) 0.4174(3) 0.0517(9) Uani 1 1 d . . . . .
C2 C 0.7157(5) 0.7764(3) 0.4560(3) 0.0574(10) Uani 1 1 d . . . . .
H2 H 0.676346 0.831141 0.414750 0.069 Uiso 1 1 calc R U . . .
C3 C 0.7509(5) 0.7966(3) 0.5525(3) 0.0587(10) Uani 1 1 d . . . . .
H3 H 0.734667 0.865007 0.578209 0.070 Uiso 1 1 calc R U . . .
C4 C 0.8123(5) 0.7137(3) 0.6140(3) 0.0539(9) Uani 1 1 d . . . . .
C5 C 0.8542(5) 0.7278(4) 0.7154(3) 0.0661(11) Uani 1 1 d . . . . .
H5 H 0.838126 0.793985 0.745681 0.079 Uiso 1 1 calc R U . . .
C6 C 0.9177(6) 0.6448(4) 0.7681(3) 0.0723(12) Uani 1 1 d . . . . .
C7 C 0.9420(6) 0.5434(4) 0.7266(4) 0.0769(13) Uani 1 1 d . . . . .
H7 H 0.986335 0.487723 0.765010 0.092 Uiso 1 1 calc R U . . .
C8 C 0.8999(5) 0.5270(3) 0.6294(3) 0.0694(11) Uani 1 1 d . . . . .
H8 H 0.914540 0.459409 0.601570 0.083 Uiso 1 1 calc R U . . .
C9 C 0.8342(5) 0.6116(3) 0.5699(3) 0.0545(9) Uani 1 1 d . . . . .
C10 C 0.7005(5) 0.6500(3) 0.3107(3) 0.0556(10) Uani 1 1 d . . . . .
C11 C 0.7664(5) 0.7197(3) 0.2391(3) 0.0680(11) Uani 1 1 d . . . . .
H11 H 0.831434 0.778797 0.259183 0.082 Uiso 1 1 calc R U . . .
C12 C 0.7374(7) 0.7030(4) 0.1397(3) 0.0824(14) Uani 1 1 d . . . . .
H12 H 0.785228 0.749495 0.092925 0.099 Uiso 1 1 calc R U . . .
C13 C 0.6382(7) 0.6180(4) 0.1092(4) 0.0814(13) Uani 1 1 d . . . . .
H13 H 0.616924 0.606860 0.041883 0.098 Uiso 1 1 calc R U . . .
C14 C 0.5701(6) 0.5492(4) 0.1793(4) 0.0756(13) Uani 1 1 d . . . . .
H14 H 0.501924 0.491850 0.158008 0.091 Uiso 1 1 calc R U . . .
C15 C 0.5997(5) 0.5623(3) 0.2807(3) 0.0610(10) Uani 1 1 d . . . . .
C16 C 0.5171(7) 0.4871(4) 0.3545(4) 0.0807(14) Uani 1 1 d . . . . .
H16A H 0.606147 0.443396 0.384284 0.121 Uiso 1 1 calc R U . . .
H16B H 0.433725 0.442291 0.320985 0.121 Uiso 1 1 calc R U . . .
H16C H 0.458678 0.527719 0.405256 0.121 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C6 1.751(5) . ?
N1 C1 1.317(5) . ?
N1 C9 1.365(5) . ?
C1 C2 1.417(5) . ?
C1 C10 1.488(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.348(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.406(5) . ?
C4 C5 1.411(6) . ?
C4 C9 1.416(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.346(6) . ?
C6 C7 1.396(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.361(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.417(5) . ?
C10 C11 1.392(5) . ?
C10 C15 1.398(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.370(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(6) . ?
C15 C16 1.505(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C9 118.3(3) . . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 C10 117.8(3) . . ?
C2 C1 C10 119.8(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 123.5(4) . . ?
C3 C4 C9 117.2(3) . . ?
C5 C4 C9 119.3(4) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.6(4) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 Cl1 119.4(4) . . ?
C5 C6 C7 122.5(4) . . ?
C7 C6 Cl1 118.1(4) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.2(4) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
N1 C9 C4 122.6(3) . . ?
N1 C9 C8 118.8(3) . . ?
C4 C9 C8 118.6(4) . . ?
C11 C10 C1 118.7(3) . . ?
C11 C10 C15 119.3(4) . . ?
C15 C10 C1 122.0(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(5) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(5) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.3(4) . . ?
C15 C14 H14 118.9 . . ?
C10 C15 C16 122.0(4) . . ?
C14 C15 C10 117.7(4) . . ?
C14 C15 C16 120.2(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C6 C7 C8 179.8(3) . . . . ?
N1 C1 C2 C3 -0.9(5) . . . . ?
N1 C1 C10 C11 -131.8(4) . . . . ?
N1 C1 C10 C15 48.7(5) . . . . ?
C1 N1 C9 C4 0.6(5) . . . . ?
C1 N1 C9 C8 -178.6(3) . . . . ?
C1 C2 C3 C4 0.7(6) . . . . ?
C1 C10 C11 C12 179.2(4) . . . . ?
C1 C10 C15 C14 179.5(3) . . . . ?
C1 C10 C15 C16 2.6(6) . . . . ?
C2 C1 C10 C11 47.1(5) . . . . ?
C2 C1 C10 C15 -132.4(4) . . . . ?
C2 C3 C4 C5 179.3(4) . . . . ?
C2 C3 C4 C9 0.1(5) . . . . ?
C3 C4 C5 C6 -177.8(4) . . . . ?
C3 C4 C9 N1 -0.7(5) . . . . ?
C3 C4 C9 C8 178.5(3) . . . . ?
C4 C5 C6 Cl1 179.1(3) . . . . ?
C4 C5 C6 C7 -0.9(6) . . . . ?
C5 C4 C9 N1 180.0(3) . . . . ?
C5 C4 C9 C8 -0.8(5) . . . . ?
C5 C6 C7 C8 -0.1(7) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 N1 179.0(4) . . . . ?
C7 C8 C9 C4 -0.3(5) . . . . ?
C9 N1 C1 C2 0.3(5) . . . . ?
C9 N1 C1 C10 179.1(3) . . . . ?
C9 C4 C5 C6 1.4(5) . . . . ?
C10 C1 C2 C3 -179.7(3) . . . . ?
C10 C11 C12 C13 1.7(7) . . . . ?
C11 C10 C15 C14 0.0(5) . . . . ?
C11 C10 C15 C16 -176.9(4) . . . . ?
C11 C12 C13 C14 -0.8(8) . . . . ?
C12 C13 C14 C15 -0.5(7) . . . . ?
C13 C14 C15 C10 0.9(6) . . . . ?
C13 C14 C15 C16 177.8(4) . . . . ?
C15 C10 C11 C12 -1.3(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.67(14)
2 0.33(14)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1b
_database_code_depnum_ccdc_archive 'CCDC 2348684'
loop_
_audit_author_name
_audit_author_address
'Kausikisankar Pramanik'
;Jadavpur University
India
;
_audit_update_record             
;
2024-04-16 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-05-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Crystal
_chemical_formula_moiety         '2(C17 H13 Cl2 N5 Zn)'
_chemical_formula_sum            'C34 H26 Cl4 N10 Zn2'
_chemical_formula_weight         847.19
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.2739(4)
_cell_length_b                   13.0215(4)
_cell_length_c                   41.0373(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7093.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9591
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.70
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.728
_shelx_estimated_absorpt_T_min   0.484
_exptl_absorpt_coefficient_mu    1.696
_exptl_absorpt_correction_T_max  0.5635
_exptl_absorpt_correction_T_min  0.2689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1330 before and 0.0594 after correction.
The Ratio of minimum to maximum transmission is 0.4772.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3424
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            258535
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.733
_diffrn_reflns_theta_min         2.405
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 QUEST SCXRD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8215
_reflns_number_total             9139
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         9139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.191
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²+5.3379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0858
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
  C24(H24), C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C32(H32),
 C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2373(2) 0.32182(19) 0.58223(6) 0.0522(6) Uani 1 1 d . . . . .
H1 H -0.213849 0.299639 0.602393 0.063 Uiso 1 1 calc R U . . .
C2 C -0.3384(2) 0.3459(2) 0.57885(7) 0.0609(7) Uani 1 1 d . . . . .
H2 H -0.381798 0.340507 0.596553 0.073 Uiso 1 1 calc R U . . .
C3 C -0.37373(19) 0.37788(19) 0.54920(7) 0.0578(7) Uani 1 1 d . . . . .
H3 H -0.441719 0.392741 0.546429 0.069 Uiso 1 1 calc R U . . .
C4 C -0.30728(17) 0.38785(17) 0.52335(6) 0.0477(5) Uani 1 1 d . . . . .
H4 H -0.329079 0.410260 0.503015 0.057 Uiso 1 1 calc R U . . .
C5 C -0.20731(16) 0.36325(15) 0.52888(5) 0.0386(4) Uani 1 1 d . . . . .
C6 C 0.02512(16) 0.37571(15) 0.48643(5) 0.0361(4) Uani 1 1 d . . . . .
C7 C 0.00198(19) 0.40907(18) 0.45509(5) 0.0446(5) Uani 1 1 d . . . . .
H7 H -0.064592 0.420825 0.449091 0.054 Uiso 1 1 calc R U . . .
C8 C 0.0790(2) 0.42453(18) 0.43300(6) 0.0522(6) Uani 1 1 d . . . . .
H8 H 0.064150 0.445485 0.411876 0.063 Uiso 1 1 calc R U . . .
C9 C 0.1782(2) 0.40899(17) 0.44214(6) 0.0507(6) Uani 1 1 d . . . . .
H9 H 0.229312 0.419956 0.427055 0.061 Uiso 1 1 calc R U . . .
C10 C 0.20232(18) 0.37765(16) 0.47311(6) 0.0437(5) Uani 1 1 d . . . . .
H10 H 0.269387 0.368778 0.479027 0.052 Uiso 1 1 calc R U . . .
C11 C 0.12578(16) 0.35917(15) 0.49566(5) 0.0360(4) Uani 1 1 d . . . . .
C12 C 0.26431(17) 0.2631(2) 0.56334(5) 0.0471(5) Uani 1 1 d . . . . .
C13 C 0.3481(2) 0.2980(2) 0.58053(7) 0.0631(7) Uani 1 1 d . . . . .
H13 H 0.379080 0.359428 0.574720 0.076 Uiso 1 1 calc R U . . .
C14 C 0.3848(2) 0.2408(3) 0.60630(7) 0.0737(9) Uani 1 1 d . . . . .
H14 H 0.438974 0.265338 0.618390 0.088 Uiso 1 1 calc R U . . .
C15 C 0.3424(2) 0.1485(3) 0.61419(7) 0.0708(9) Uani 1 1 d . . . . .
H15 H 0.368156 0.110047 0.631381 0.085 Uiso 1 1 calc R U . . .
C16 C 0.2618(2) 0.1128(3) 0.59666(7) 0.0670(8) Uani 1 1 d . . . . .
H16 H 0.233664 0.049406 0.601800 0.080 Uiso 1 1 calc R U . . .
C17 C 0.22162(18) 0.1703(2) 0.57129(6) 0.0544(6) Uani 1 1 d . . . . .
H17 H 0.166167 0.146192 0.559748 0.065 Uiso 1 1 calc R U . . .
Cl1 Cl -0.02771(5) 0.11891(5) 0.54190(2) 0.05893(16) Uani 1 1 d . . . . .
Cl2 Cl 0.03869(6) 0.34768(6) 0.60216(2) 0.06561(19) Uani 1 1 d . . . . .
N1 N -0.17223(14) 0.32937(14) 0.55746(4) 0.0412(4) Uani 1 1 d . . . . .
N2 N -0.13789(13) 0.37951(13) 0.50302(4) 0.0387(4) Uani 1 1 d . . . . .
N3 N -0.04834(13) 0.35824(12) 0.51063(4) 0.0340(3) Uani 1 1 d . . . . .
N4 N 0.14474(13) 0.31535(13) 0.52702(4) 0.0377(4) Uani 1 1 d . . . . .
N5 N 0.23547(14) 0.32170(16) 0.53559(5) 0.0479(4) Uani 1 1 d . . . . .
Zn1 Zn -0.01465(2) 0.28441(2) 0.55545(2) 0.04143(7) Uani 1 1 d . . . . .
C18 C -0.0883(2) 0.4409(2) 0.67606(6) 0.0540(6) Uani 1 1 d . . . . .
H18 H -0.073284 0.463848 0.655144 0.065 Uiso 1 1 calc R U . . .
C19 C -0.0998(2) 0.3367(2) 0.68125(7) 0.0600(7) Uani 1 1 d . . . . .
H19 H -0.092941 0.290637 0.664081 0.072 Uiso 1 1 calc R U . . .
C20 C -0.12147(19) 0.30212(19) 0.71200(7) 0.0556(6) Uani 1 1 d . . . . .
H20 H -0.128904 0.232229 0.715994 0.067 Uiso 1 1 calc R U . . .
C21 C -0.13213(16) 0.37234(18) 0.73697(6) 0.0466(5) Uani 1 1 d . . . . .
H21 H -0.146837 0.350996 0.758072 0.056 Uiso 1 1 calc R U . . .
C22 C -0.12034(15) 0.47512(17) 0.72972(5) 0.0384(4) Uani 1 1 d . . . . .
C23 C -0.13337(14) 0.71527(17) 0.77048(5) 0.0374(4) Uani 1 1 d . . . . .
C24 C -0.15059(18) 0.6928(2) 0.80327(5) 0.0488(5) Uani 1 1 d . . . . .
H24 H -0.153221 0.624994 0.810290 0.059 Uiso 1 1 calc R U . . .
C25 C -0.1636(2) 0.7715(2) 0.82504(6) 0.0588(7) Uani 1 1 d . . . . .
H25 H -0.174584 0.757129 0.846950 0.071 Uiso 1 1 calc R U . . .
C26 C -0.1604(2) 0.8727(2) 0.81444(6) 0.0570(6) Uani 1 1 d . . . . .
H26 H -0.170419 0.925495 0.829361 0.068 Uiso 1 1 calc R U . . .
C27 C -0.14265(17) 0.89640(19) 0.78224(6) 0.0473(5) Uani 1 1 d . . . . .
H27 H -0.140330 0.964522 0.775479 0.057 Uiso 1 1 calc R U . . .
C28 C -0.12823(14) 0.81722(17) 0.75994(5) 0.0376(4) Uani 1 1 d . . . . .
C29 C -0.08144(18) 0.95596(16) 0.68701(5) 0.0423(5) Uani 1 1 d . . . . .
C30 C -0.1352(2) 1.03022(19) 0.67010(7) 0.0565(6) Uani 1 1 d . . . . .
H30 H -0.196225 1.054333 0.678166 0.068 Uiso 1 1 calc R U . . .
C31 C -0.0969(3) 1.0681(2) 0.64110(7) 0.0667(8) Uani 1 1 d . . . . .
H31 H -0.134554 1.114594 0.628952 0.080 Uiso 1 1 calc R U . . .
C32 C -0.0045(3) 1.0376(2) 0.63017(7) 0.0662(8) Uani 1 1 d . . . . .
H32 H 0.021293 1.064959 0.610978 0.079 Uiso 1 1 calc R U . . .
C33 C 0.0509(2) 0.9661(2) 0.64760(7) 0.0591(6) Uani 1 1 d . . . . .
H33 H 0.114434 0.946699 0.640305 0.071 Uiso 1 1 calc R U . . .
C34 C 0.01197(18) 0.92355(18) 0.67583(6) 0.0478(5) Uani 1 1 d . . . . .
H34 H 0.048004 0.873803 0.687175 0.057 Uiso 1 1 calc R U . . .
Cl3 Cl -0.15160(6) 0.71260(5) 0.65411(2) 0.06023(17) Uani 1 1 d . . . . .
Cl4 Cl 0.09947(4) 0.67034(5) 0.70378(2) 0.05334(14) Uani 1 1 d . . . . .
N6 N -0.09779(14) 0.50979(14) 0.69983(4) 0.0420(4) Uani 1 1 d . . . . .
N7 N -0.13361(13) 0.54745(14) 0.75526(4) 0.0409(4) Uani 1 1 d . . . . .
N8 N -0.12124(12) 0.63907(13) 0.74632(4) 0.0360(3) Uani 1 1 d . . . . .
N9 N -0.10059(13) 0.83600(13) 0.72678(4) 0.0375(4) Uani 1 1 d . . . . .
N10 N -0.12207(15) 0.92534(15) 0.71748(5) 0.0454(4) Uani 1 1 d . . . . .
Zn2 Zn -0.06680(2) 0.67311(2) 0.69872(2) 0.04104(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.385(4) . ?
C1 N1 1.337(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(3) . ?
C5 N1 1.337(3) . ?
C5 N2 1.421(3) . ?
C6 C7 1.392(3) . ?
C6 C11 1.405(3) . ?
C6 N3 1.410(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.383(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.395(3) . ?
C11 N4 1.430(3) . ?
C12 C13 1.393(3) . ?
C12 C17 1.374(4) . ?
C12 N5 1.423(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.366(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(4) . ?
C17 H17 0.9300 . ?
Cl1 Zn1 2.2324(7) . ?
Cl2 Zn1 2.2031(7) . ?
N1 Zn1 2.1736(19) . ?
N2 N3 1.260(2) . ?
N3 Zn1 2.1231(17) . ?
N4 N5 1.257(3) . ?
N4 Zn1 2.4493(17) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(4) . ?
C18 N6 1.331(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.370(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(3) . ?
C22 N6 1.341(3) . ?
C22 N7 1.420(3) . ?
C23 C24 1.396(3) . ?
C23 C28 1.398(3) . ?
C23 N8 1.412(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.370(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.388(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.392(3) . ?
C28 N9 1.430(3) . ?
C29 C30 1.388(3) . ?
C29 C34 1.388(3) . ?
C29 N10 1.419(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.365(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.385(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.385(3) . ?
C34 H34 0.9300 . ?
Cl3 Zn2 2.2098(6) . ?
Cl4 Zn2 2.2171(6) . ?
N6 Zn2 2.1665(19) . ?
N7 N8 1.259(2) . ?
N8 Zn2 2.1292(16) . ?
N9 N10 1.257(3) . ?
N9 Zn2 2.4548(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 118.9 . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.2(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(2) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.6(2) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 N2 117.7(2) . . ?
N1 C5 C4 123.7(2) . . ?
N1 C5 N2 118.58(19) . . ?
C7 C6 C11 120.4(2) . . ?
C7 C6 N3 123.3(2) . . ?
C11 C6 N3 116.28(17) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.2(2) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.3(2) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.7(2) . . ?
C11 C10 H10 120.2 . . ?
C6 C11 N4 118.10(17) . . ?
C10 C11 C6 119.1(2) . . ?
C10 C11 N4 122.5(2) . . ?
C13 C12 N5 116.4(2) . . ?
C17 C12 C13 119.7(2) . . ?
C17 C12 N5 123.4(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.7(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(3) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 C16 119.6(3) . . ?
C12 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C1 N1 Zn1 129.09(17) . . ?
C5 N1 C1 117.8(2) . . ?
C5 N1 Zn1 113.01(14) . . ?
N3 N2 C5 113.20(17) . . ?
C6 N3 Zn1 122.51(13) . . ?
N2 N3 C6 116.26(17) . . ?
N2 N3 Zn1 120.86(13) . . ?
C11 N4 Zn1 110.01(12) . . ?
N5 N4 C11 113.19(18) . . ?
N5 N4 Zn1 134.84(15) . . ?
N4 N5 C12 116.49(19) . . ?
Cl1 Zn1 N4 96.16(5) . . ?
Cl2 Zn1 Cl1 127.07(3) . . ?
Cl2 Zn1 N4 94.31(5) . . ?
N1 Zn1 Cl1 101.23(5) . . ?
N1 Zn1 Cl2 100.10(5) . . ?
N1 Zn1 N4 143.61(6) . . ?
N3 Zn1 Cl1 101.82(5) . . ?
N3 Zn1 Cl2 130.70(5) . . ?
N3 Zn1 N1 73.04(7) . . ?
N3 Zn1 N4 72.23(6) . . ?
C19 C18 H18 118.7 . . ?
N6 C18 H18 118.7 . . ?
N6 C18 C19 122.5(2) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.2(2) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 121.0 . . ?
C22 C21 C20 118.1(2) . . ?
C22 C21 H21 121.0 . . ?
C21 C22 N7 118.0(2) . . ?
N6 C22 C21 123.3(2) . . ?
N6 C22 N7 118.65(19) . . ?
C24 C23 C28 120.3(2) . . ?
C24 C23 N8 123.3(2) . . ?
C28 C23 N8 116.41(18) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.1(2) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.2(2) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.2(2) . . ?
C28 C27 H27 120.4 . . ?
C23 C28 N9 117.97(18) . . ?
C27 C28 C23 119.6(2) . . ?
C27 C28 N9 122.3(2) . . ?
C30 C29 C34 120.4(2) . . ?
C30 C29 N10 116.2(2) . . ?
C34 C29 N10 123.1(2) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.3(3) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.7 . . ?
C32 C31 C30 120.6(3) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(3) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 120.4 . . ?
C33 C34 C29 119.2(2) . . ?
C33 C34 H34 120.4 . . ?
C18 N6 C22 117.7(2) . . ?
C18 N6 Zn2 128.87(17) . . ?
C22 N6 Zn2 113.09(14) . . ?
N8 N7 C22 113.41(17) . . ?
C23 N8 Zn2 122.45(13) . . ?
N7 N8 C23 116.52(17) . . ?
N7 N8 Zn2 120.59(14) . . ?
C28 N9 Zn2 110.21(13) . . ?
N10 N9 C28 112.88(18) . . ?
N10 N9 Zn2 134.32(14) . . ?
N9 N10 C29 116.19(19) . . ?
Cl3 Zn2 Cl4 126.05(3) . . ?
Cl3 Zn2 N9 95.42(5) . . ?
Cl4 Zn2 N9 98.75(4) . . ?
N6 Zn2 Cl3 98.58(5) . . ?
N6 Zn2 Cl4 99.85(5) . . ?
N6 Zn2 N9 143.48(6) . . ?
N8 Zn2 Cl3 129.46(5) . . ?
N8 Zn2 Cl4 104.40(5) . . ?
N8 Zn2 N6 73.26(7) . . ?
N8 Zn2 N9 71.80(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.6(4) . . . . ?
C2 C1 N1 C5 1.2(4) . . . . ?
C2 C1 N1 Zn1 -174.30(19) . . . . ?
C2 C3 C4 C5 0.9(4) . . . . ?
C3 C4 C5 N1 1.0(3) . . . . ?
C3 C4 C5 N2 -176.2(2) . . . . ?
C4 C5 N1 C1 -2.0(3) . . . . ?
C4 C5 N1 Zn1 174.24(17) . . . . ?
C4 C5 N2 N3 177.76(19) . . . . ?
C5 N2 N3 C6 -178.03(16) . . . . ?
C5 N2 N3 Zn1 8.7(2) . . . . ?
C6 C7 C8 C9 -1.3(4) . . . . ?
C6 C11 N4 N5 -167.12(19) . . . . ?
C6 C11 N4 Zn1 -0.6(2) . . . . ?
C7 C6 C11 C10 0.7(3) . . . . ?
C7 C6 C11 N4 -173.96(18) . . . . ?
C7 C6 N3 N2 -3.5(3) . . . . ?
C7 C6 N3 Zn1 169.63(16) . . . . ?
C7 C8 C9 C10 0.3(4) . . . . ?
C8 C9 C10 C11 1.2(3) . . . . ?
C9 C10 C11 C6 -1.7(3) . . . . ?
C9 C10 C11 N4 172.70(19) . . . . ?
C10 C11 N4 N5 18.4(3) . . . . ?
C10 C11 N4 Zn1 -175.03(16) . . . . ?
C11 C6 C7 C8 0.8(3) . . . . ?
C11 C6 N3 N2 175.50(18) . . . . ?
C11 C6 N3 Zn1 -11.4(2) . . . . ?
C11 N4 N5 C12 -168.32(18) . . . . ?
C12 C13 C14 C15 2.7(4) . . . . ?
C13 C12 C17 C16 0.7(4) . . . . ?
C13 C12 N5 N4 -155.4(2) . . . . ?
C13 C14 C15 C16 -0.8(5) . . . . ?
C14 C15 C16 C17 -1.1(5) . . . . ?
C15 C16 C17 C12 1.1(4) . . . . ?
C17 C12 C13 C14 -2.6(4) . . . . ?
C17 C12 N5 N4 32.2(3) . . . . ?
N1 C1 C2 C3 0.5(4) . . . . ?
N1 C5 N2 N3 0.5(3) . . . . ?
N2 C5 N1 C1 175.10(19) . . . . ?
N2 C5 N1 Zn1 -8.7(2) . . . . ?
N3 C6 C7 C8 179.8(2) . . . . ?
N3 C6 C11 C10 -178.35(18) . . . . ?
N3 C6 C11 N4 7.0(3) . . . . ?
N5 C12 C13 C14 -175.2(2) . . . . ?
N5 C12 C17 C16 172.8(2) . . . . ?
Zn1 N4 N5 C12 29.7(3) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C18 N6 C22 -0.6(4) . . . . ?
C19 C18 N6 Zn2 172.3(2) . . . . ?
C19 C20 C21 C22 0.0(4) . . . . ?
C20 C21 C22 N6 -0.9(3) . . . . ?
C20 C21 C22 N7 178.6(2) . . . . ?
C21 C22 N6 C18 1.2(3) . . . . ?
C21 C22 N6 Zn2 -172.80(17) . . . . ?
C21 C22 N7 N8 179.93(19) . . . . ?
C22 N7 N8 C23 179.95(16) . . . . ?
C22 N7 N8 Zn2 -7.5(2) . . . . ?
C23 C24 C25 C26 0.5(4) . . . . ?
C23 C28 N9 N10 163.29(19) . . . . ?
C23 C28 N9 Zn2 -1.2(2) . . . . ?
C24 C23 C28 C27 -1.4(3) . . . . ?
C24 C23 C28 N9 173.93(19) . . . . ?
C24 C23 N8 N7 4.8(3) . . . . ?
C24 C23 N8 Zn2 -167.61(16) . . . . ?
C24 C25 C26 C27 -1.1(4) . . . . ?
C25 C26 C27 C28 0.4(4) . . . . ?
C26 C27 C28 C23 0.9(3) . . . . ?
C26 C27 C28 N9 -174.3(2) . . . . ?
C27 C28 N9 N10 -21.5(3) . . . . ?
C27 C28 N9 Zn2 174.08(16) . . . . ?
C28 C23 C24 C25 0.7(3) . . . . ?
C28 C23 N8 N7 -174.66(18) . . . . ?
C28 C23 N8 Zn2 13.0(2) . . . . ?
C28 N9 N10 C29 169.26(18) . . . . ?
C29 C30 C31 C32 -4.1(4) . . . . ?
C30 C29 C34 C33 0.0(4) . . . . ?
C30 C29 N10 N9 153.2(2) . . . . ?
C30 C31 C32 C33 1.8(5) . . . . ?
C31 C32 C33 C34 1.3(4) . . . . ?
C32 C33 C34 C29 -2.2(4) . . . . ?
C34 C29 C30 C31 3.1(4) . . . . ?
C34 C29 N10 N9 -33.9(3) . . . . ?
N6 C18 C19 C20 -0.3(4) . . . . ?
N6 C22 N7 N8 -0.5(3) . . . . ?
N7 C22 N6 C18 -178.3(2) . . . . ?
N7 C22 N6 Zn2 7.7(2) . . . . ?
N8 C23 C24 C25 -178.7(2) . . . . ?
N8 C23 C28 C27 178.01(18) . . . . ?
N8 C23 C28 N9 -6.6(3) . . . . ?
N10 C29 C30 C31 176.3(2) . . . . ?
N10 C29 C34 C33 -172.7(2) . . . . ?
Zn2 N9 N10 C29 -31.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
